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South Egremont Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for South Egremont vacation rentals

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

1. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
$104 nightly
The price is $116
Nov 21 - Nov 22
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (197 reviews)
"Great stay"
United States
George
$82 nightly
The price is $92
Nov 19 - Nov 20
Total with taxes and fees
Micosta Leisure Inn
A neatly made bed with a patterned bedspread, a bedside lamp, and a nightstand with a drawer.

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,271 reviews)
"Excellent stay!!!!"
United States
Susan J
$107 nightly
The price is $119
Dec 15 - Dec 16
Total with taxes and fees
Berkshire Mountain Lodge
A sandy beach with a lake and forest in the background.

4. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
$291 nightly
The price is $325
Nov 16 - Nov 17
Total with taxes and fees
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A cabin with a wooden deck and a stone pathway leading to the entrance.

5. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
$271 nightly
The price is $303
Dec 13 - Dec 14
Total with taxes and fees
Home in Great Barrington
A room with a bed, a small table, and a chair. There is a window with blinds and a door leading to another room.

6. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
$191 nightly
The price is $214
Nov 15 - Nov 16
Total with taxes and fees
The Brooks Motel: Exceptional Suite
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

7. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$366 nightly
The price is $409
Nov 18 - Nov 19
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A stone fire pit surrounded by grass and trees in a wooded area.

8. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
$307 nightly
The price is $344
Nov 15 - Nov 16
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A wooden deck with a staircase leading to a covered porch area.

9. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
$110 nightly
The price is $123
Nov 16 - Nov 17
Total with taxes and fees
All comforts of home
A picnic table in a grassy yard with trees and a fence in the background.

10. A Cozy Berkshire Escape l Close to the Slopes

A Cozy Berkshire Escape l Close to the Slopes
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
$269 nightly
The price is $300
Nov 16 - Nov 17
Total with taxes and fees
A Cozy Berkshire Escape l Close to the Slopes
A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

11. Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (12 reviews)
"This was an easy house to stay in—simply decorated, but comfortable and with clear consideration of all the things guests might need to feel at home. Very clean and tidy. Communication and check-in/-out were seamless. I would happily stay here again."
United States
Eric H.
$273 nightly
The price is $305
Nov 15 - Nov 16
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden ceiling.

12. Fantastic 2-bedroom house with AC in quaint Hillsdale.

Fantastic 2-bedroom house with AC in quaint Hillsdale.
Hillsdale
$549 nightly
The price is $615
Nov 15 - Nov 16
Total with taxes and fees
Fantastic 2-bedroom house with AC in quaint Hillsdale.
A wooden deck with a staircase leading to a covered porch area.

13. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"Great location and super welcoming "
United States
Julie B.
$118 nightly
The price is $132
Nov 16 - Nov 17
Total with taxes and fees
All the comforts of home
A sign for East Rock Inn with a gravel path leading to a building surrounded by lush greenery.

14. Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Great Barrington
$329 nightly
The price is $368
Nov 20 - Nov 21
Total with taxes and fees
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
A modern kitchen with a granite countertop, stainless steel appliances, and a large island with drawers.

15. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (5 reviews)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
$607 nightly
The price is $678
Nov 16 - Nov 17
Total with taxes and fees
Cozy. Clean. Free bagel shop. 3 Fireplaces.
A spacious living room with a wooden staircase, a dining area, and a television.

16. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
9.6 out of 10, Exceptional, (4 reviews)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
$252 nightly
The price is $281
Nov 18 - Nov 19
Total with taxes and fees
Real Estate: Therapy - Lake, Laundry, Love it
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

17. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.8 out of 10, Excellent, (8 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
$192 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
NEW RENO - Chalet-style farm loft near Tanglewood
A rural property with a wooden barn, a white fence, and a mobile home.

18. Cozy Camper tucked into the woods

Cozy Camper tucked into the woods
Sandisfield
10.0 out of 10, Exceptional, (1 review)
"This was a completely hidden gem. I stayed here for one night because I was visiting a friend but I wished I had booked it longer. My friend and I ended up staying here the whole time. I woke up to the sounds of crickets and chickens, and had fresh eggs for breakfast. Then I went for a hike in the pristine woods. Matt and Grace offered to let me use the paddle boards to enjoy the lake! It was a total vacation… no need to go anywhere else. The camper itself was extremely clean and adorably...
United States
hannah w.
$156 nightly
The price is $174
Nov 15 - Nov 16
Total with taxes and fees
Cozy Camper tucked into the woods
A gazebo with a stone floor and a grassy area with trees in the background.

19. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
$210 nightly
The price is $212
Nov 16 - Nov 17
Total with taxes and fees
1800s Carriage house in Berkshires / Hudson Valley
A room with a bed, a small table, and a chair. There is a window with blinds and a door leading to another room.

20. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (8 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
$185 nightly
The price is $207
Nov 15 - Nov 16
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Egremont Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We loved the place & desk staff . Breakfast room staff was curt and dismissive."
Stephen Bond 2-night trip
Posted 15 hours ago
The Red Lion Inn

Find out more about South Egremont

Everything you need to know about South Egremont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Egremont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Egremont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Egremont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Egremont. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Egremont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Egremont rentals

At Expedia, we put the best South Egremont vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Egremont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Egremont vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Egremont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in South Egremont?

Yes, we offer vacation rentals close to well known sights in South Egremont, or you can select a more remote option if you're looking for a relaxing stay. South Egremont is known for its ski areas and waterfalls.

What are some of the best vacation rentals that South Egremont has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near South Egremont is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Egremont?

Expedia has 9 vacation rentals for your stay in South Egremont.

What’s there to see and do in South Egremont?

Jug End State Reservation and Garrett Garden and Green are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Catamount Ski Area and Bash Bish Falls State Park.

What’s a vacation rental in South Egremont like?

Vacation rentals are private properties you can reserve for several days or longer in South Egremont. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.